The Challenge of Synthesizing Oligomers for Molecular Wires

Roar Søndergaard, Frederik C Krebs

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    Abstract

    Controlling the size of the oligomer and introducing functional groups at the ends of the oligomer that allow it to react with separate electrodes are critical issues when preparing materials for molecular wires. We demonstrate a general synthetic approach to oligophenylenevinylene (OPV) derivative molecules with a molecular length up to 9–10 nm which allow for the introduction of aromatic thioacetate functionality in fully conjugated oligomer systems. Oligomers containing 3–15 phenyl units were synthesized by step wise Horner-Wadsworth-Emmons (HWE) reactions of a bifunctional OPV-monomer, which demonstrated good control of the size of the OPVs. Workup after each reaction step ensures a high purity of the final products. End group functionalization was introduced as a last step.
    Original languageEnglish
    JournalPolymers
    Volume3
    Issue number1
    Pages (from-to)545-557
    ISSN2073-4360
    DOIs
    Publication statusPublished - 2011

    Keywords

    • Polymer solar cells

    Cite this

    Søndergaard, Roar ; Krebs, Frederik C. / The Challenge of Synthesizing Oligomers for Molecular Wires. In: Polymers. 2011 ; Vol. 3, No. 1. pp. 545-557.
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    The Challenge of Synthesizing Oligomers for Molecular Wires. / Søndergaard, Roar; Krebs, Frederik C.

    In: Polymers, Vol. 3, No. 1, 2011, p. 545-557.

    Research output: Contribution to journalJournal articleResearchpeer-review

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    AU - Søndergaard, Roar

    AU - Krebs, Frederik C

    PY - 2011

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    N2 - Controlling the size of the oligomer and introducing functional groups at the ends of the oligomer that allow it to react with separate electrodes are critical issues when preparing materials for molecular wires. We demonstrate a general synthetic approach to oligophenylenevinylene (OPV) derivative molecules with a molecular length up to 9–10 nm which allow for the introduction of aromatic thioacetate functionality in fully conjugated oligomer systems. Oligomers containing 3–15 phenyl units were synthesized by step wise Horner-Wadsworth-Emmons (HWE) reactions of a bifunctional OPV-monomer, which demonstrated good control of the size of the OPVs. Workup after each reaction step ensures a high purity of the final products. End group functionalization was introduced as a last step.

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    KW - Plastsolceller

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